Structural fine-tuning of a multifunctional cytochrome P450 monooxygenase.
Explore this paper's citation graph
Summary
AurH is a unique cytochrome P450 monooxygenase catalyzing the stepwise formation of a homochiral oxygen heterocycle, a key structural and pharmacophoric component of the antibiotic aureothin, and four crystal structures of AurH variants in different conformational states were solved, which represent the first structures of the CYP151A group.
- Type
- article
- Published
- 2011-01-31
- Cited by
- 56
- References
- 50
- OpenAlex
- https://openalex.org/W1975644576
- Semantic Scholar
- https://api.semanticscholar.org/CorpusID:28271614
Keywords
Chemistry, Regioselectivity, Monooxygenase, Hydroxylation, Stereochemistry
References
- Crystal structures and catalytic mechanism of cytochrome P450 StaP that produces the indolocarbazole skeleton
- Substrate recognition sites in cytochrome P450 family 2 (CYP2) proteins inferred from comparative analyses of amino acid and coding nucleotide sequences.
- Ab initio macromolecular phasing: blueprint for an expert system based on structure factor statistics with built-in stereochemistry.
- Altering the regioselectivity of the subterminal fatty acid hydroxylase P450 BM-3 towards gamma- and delta-positions.
- The Structural Basis for Substrate Anchoring, Active Site Selectivity, and Product Formation by P450 PikC from Streptomyces venezuelae*
- Automated macromolecular model building for X-ray crystallography using ARP/wARP version 7
- Artemisia annua L. (Asteraceae) trichome‐specific cDNAs reveal CYP71AV1, a cytochrome P450 with a key role in the biosynthesis of the antimalarial sesquiterpene lactone artemisinin
- Cloning, heterologous expression, and functional characterization of 5-epi-aristolochene-1,3-dihydroxylase from tobacco (Nicotiana tabacum).
- Structural insights from a P450 Carrier Protein complex reveal how specificity is achieved in the P450BioI ACP complex
- Biosynthesis of the angiogenesis inhibitor borrelidin by Streptomyces parvulus Tü4055: cluster analysis and assignment of functions.
- Exploiting Enzymatic Promiscuity to Engineer a Focused Library of Highly Selective Antifungal and Antiproliferative Aureothin Analogues
- Cytochrome P450 biosensors-a review.
- Dissection of the Late Steps in Aureothin Biosynthesis
- Crystallographic Study on the Dioxygen Complex of Wild-type and Mutant Cytochrome P450cam
- Formation of the aureothin tetrahydrofuran ring by a bifunctional cytochrome p450 monooxygenase.
- Automatic processing of rotation diffraction data from crystals of initially unknown symmetry and cell constants
- The CCP4 suite: programs for protein crystallography.
- Laboratory evolution of a soluble, self-sufficient, highly active alkane hydroxylase
- Non‐Colinear Polyketide Biosynthesis in the Aureothin and Neoaureothin Pathways: An Evolutionary Perspective
- Ketoconazole-induced conformational changes in the active site of cytochrome P450eryF.
Cited by
- Decoding and reprogramming complex polyketide assembly lines: prospects for synthetic biology.
- Diversity of P450 Enzymes in the Biosynthesis of Natural Products
- Pyran Formation by an Atypical CYP-Mediated Four-Electron Oxygenation-Cyclization Cascade in an Engineered Aureothin Pathway
- Generation of Complexity in Fungal Terpene Biosynthesis: Discovery of a Multifunctional Cytochrome P450 in the Fumagillin Pathway
- Directed evolution of cytochrome P450 enzymes for biocatalysis: exploiting the catalytic versatility of enzymes with relaxed substrate specificity.
- Biosynthesis of the respiratory toxin bongkrekic acid in the pathogenic bacterium Burkholderia gladioli.
- Structural Insights into the Mechanism for Recognizing Substrate of the Cytochrome P450 Enzyme TxtE
- Protein Engineering Towards Natural Product Synthesis and Diversification
- Multifactorial control of iteration events in a modular polyketide assembly line.
- Expanding P450 catalytic reaction space through evolution and engineering
- Carboxyl formation from methyl via triple hydroxylations by XiaM in xiamycin A biosynthesis.
- Convergent asymmetric synthesis of (+)-aureothin employing an oxygenase-mediated resolution step.
- Substrate Recognition by the Multifunctional Cytochrome P450 MycG in Mycinamicin Hydroxylation and Epoxidation Reactions*
- The molecular basis of conjugated polyyne biosynthesis in phytopathogenic bacteria.
- Force field development for cofactors in the photosystem II
- Opportunities for Enzyme Catalysis in Natural Product Chemistry
- Rational design of modular polyketide synthases: morphing the aureothin pathway into a luteoreticulin assembly line.
- Functional analysis and crystallographic structure of clotrimazole bound OleP, a cytochrome P450 epoxidase from Streptomyces antibioticus involved in oleandomycin biosynthesis.
- Orthogonal Assays Clarify the Oxidative Biochemistry of Taxol P450 CYP725A4.
- Highly selective but multifunctional oxygenases in secondary metabolism.
Related papers
- Hydroxylation of para-chlorotoluene by model complexes of cytochrome P-450
- Filamentous Fungi Potentially Useful Catalysts for the Biohydroxylations of Non-Activated Carbon Centers
- The copper-enzyme family of dopamine beta-monooxygenase and peptidylglycine alpha-hydroxylating monooxygenase: resolving the chemical pathway for substrate hydroxylation.
- Cytochrome P450 Monooxygenases Catalyse Steroid Nucleus Hydroxylation with Regio‐ and Stereo‐selectivity
- Evidence for the participation of a high-valent iron–oxo species in stereospecific alkane hydroxylation by a non-heme iron catalyst
- Copper monooxygenase models: hydroxylation reactions resulting from dioxygen activation by copper(I) complexes
- Characteristics and biotechnology applications of aliphatic amino acid hydroxylases belonging to the Fe(II)/α-ketoglutarate-dependent dioxygenase superfamily